Holiday houses in Cheltenham

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Top-rated holiday rentals in Cheltenham

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Guest favourite

Apartment in Gloucestershire

4.98 out of 5 average rating, 170 reviews

Beautiful basement flat. Leckhampton, Cheltenham

Beautiful self contained basement flat with own entrance. Open plan living area with pull down ‘Murphy bed’ (please ask when booking if you would like to use this bed as it requires host assembly). Full kitchen-dishwasher,oven,microwave & washing machine. Bedroom with wardrobe, dressing table and king size bed- can be separated into 2 singles on request at time of booking. Wet room with shower. Shampoo,conditioner,shower gel and towels provided. Tea,coffee,milk and breakfast items provided.

23–30 Sep

$199 NZD per night

Guest favourite

Apartment in Gloucestershire

4.93 out of 5 average rating, 142 reviews

Best located Flat in Cheltenham + Free Parking

Luxury, modern, 5* apartment in the heart of Montpellier, Cheltenham. Centrally located, just a minutes walk from Cheltenham’s prestigious shopping on The Promenade. Montpellier bustles with bars & restaurants including The Ivy and 131. The apartment is set back off Montpellier Street in The Courtyard so has more privacy. A huge benefit is the free of charge, private parking space. If you’re here for one of Cheltenham’s festivals Imperial Gardens and Montpellier Gardens are opposite the flat.

18–25 Nov

$239 NZD per night

Guest favourite

Home in Gloucestershire

4.98 out of 5 average rating, 108 reviews

7 Diamond Jubilee, Cheltenham

Diamond Jubilee is a unique fully electric property located in a quiet little mews street but a short walk to the bars, shops, and restaurants of the vibrant area of The Suffolks and Montpellier. Cheltenham has a thriving cultural scene and hosts numerous festivals throughout the year such as the jazz, food and drink, literature, and science. Undoubtedly, the highlight of the year is the annual racing festival, The Gold Cup at Cheltenham Racecourse. Newly renovated bathroom.

23–30 Aug

$278 NZD per night

Guest favourite

Apartment in Gloucestershire

4.93 out of 5 average rating, 223 reviews

Central Regency basement flat with free parking

* Stylish, cosy and clean basement flat in a listed Regency townhouse * 5 minute walk to the heart of Cheltenham - The Prom * Great night’s sleep in a comfortable double bed * Living room with small dining table * Well-equipped kitchen * Separate bathroom with walk-in shower * Free wi-fi * Free parking right outside the flat * Sofa bed for 3rd guest if required (additional fee) * Ideal base for business/leisure, solo travellers or couples

23–28 Jun

$125 NZD per night

Guest favourite

Condo in Gloucestershire

4.97 out of 5 average rating, 149 reviews

Stylish apartment in the heart of Cheltenham

A chic stylish one bedroom apartment in a Victorian townhouse in the centre of Cheltenham with FREE PARKING. Perfectly located to experience all Cheltenham has to offer. A short walking distance to festival locations and the most popular bars and restaurants in Montpellier, The Suffolks, Bath Road and the Promenade. The racecourse is a 25 minute walk or 10 minutes by road. An ideal base for those travelling for business or pleasure.

19–26 Mar

$178 NZD per night

Guest favourite

Guesthouse in Cheltenham

4.97 out of 5 average rating, 231 reviews

Private Annexe - double bedroom with en-suite

A detached annexe in Cheltenham with double bedroom and en-suite bathroom, this newly refurbished self-contained property has a private entrance via side gate and free on road parking. There are tea and coffee making facilities, mini fridge, flat screen smart TV and free Wi-Fi. 5 mins walk from Cheltenham train station - on race days there is a free shuttle from the station to the racecourse. Prices vary depending on time of year.

9–16 Nov

$157 NZD per night

Guest favourite

Condo in Gloucestershire

4.88 out of 5 average rating, 217 reviews

Modern studio in the heart of Cheltenham

Enjoy your stay in this centrally located studio apartment on the top ( second ) floor. Ideally located for all the wonderful bars cafes and restaurants that Cheltenham has to offer, this easy living, modern studio apartment is on the doorstep to all the activity. There is a secure side door for bike storage on ground floor. Cheltenham Racecourse is a 5 minute drive ( traffic dependent ) or a 30 minute walk from apartment.

15–22 Sep

$140 NZD per night

Guest favourite

Apartment in Cheltenham

4.83 out of 5 average rating, 290 reviews

Self contained studio apartment close to town

This self contained studio flat is close to the town centre, racecourse, restaurants, nightlife, and countryside. There is off road private parking, a small but fully equipped kitchen and a shower-bathroom. It is ideal for couples, solo adventurers, and business travellers, especially those working on contracts in the area. I provide tea,coffee, milk etc there are also all the basics. Iron and hairdryer are also provided.

6–13 Oct

$84 NZD per night

Guest favourite

Guesthouse in Cheltenham

4.87 out of 5 average rating, 452 reviews

Self-contained unit, parking & 3 mins walk to town

Period apartment with own private access, feature fireplace with wood-burning stove and black beams in ceiling. Modern kitchen and ensuite wet room. Fully equipped with all necessary kitchen equipment and toiletries. Use of private courtyard garden with table and chairs. Off street parking on drive. At end of quiet cul-de-sac next to beautiful park. Very peaceful with no traffic noise. Very comfy bed!

17–24 Jun

$196 NZD per night

Guest favourite

Apartment in Gloucestershire

4.95 out of 5 average rating, 110 reviews

Gorgeous Georgian Cheltenham Flat

Ensuite bedroom and large living room dining area. Free Parking, on a private driveway. 15 mins walk to Cheltenham Town Hall. The house was built in 1835 and converted in 2017. This basement flat is in a great location, just off Bath Road. The property offers excellent modern accommodation with open plan lounge, dining room & full working kitchen. Separate double bedroom and ensuite bathroom.

19–26 Aug

$178 NZD per night

Guest favourite

Apartment in Gloucestershire

4.88 out of 5 average rating, 234 reviews

Luxury garden flat in the heart of Cheltenham

A beautifully decorated, centrally located garden apartment within a traditional Regency townhouse. Perfect for couples, small families or groups of friends to explore the Cotswolds or attend the various Cheltenham festivals. Private off-road parking, cosy furnishings and a 5 minute walk to Montpellier and the Promenade make the Garden Flat a convenient and comfortable stay

28 Jun – 5 Jul

$223 NZD per night

Guest favourite

Home in Leckhampton

4.89 out of 5 average rating, 155 reviews

A Unique, Spacious & Modern Cheltenham Hideaway

This quirky red brick 18th century coach house has been finished to a high standard, offering a luxurious hideaway on a quiet lane in Leckhampton. Just one street away from the bustling Bath Road high street, you can easily walk to the local cafes, shops, bars, boutiques and restaurants. The Coach House is a fabulous hidden retreat for those wanting to visit Cheltenham.

20–27 Sep

$211 NZD per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Cheltenham holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Stay near Cheltenham's top sights

Cheltenham Racecourse284 locals recommend

Pittville Park157 locals recommend

Everyman Theatre124 locals recommend

Montpellier Gardens56 locals recommend

The Brewery Quarter55 locals recommend

Sandford Parks Lido62 locals recommend

Other great holiday rentals in Cheltenham

Superhost

Condo in Cheltenham

4.83 out of 5 average rating, 244 reviews

Apartment in the heart of Cheltenham/ Parking

26 Sep – 3 Oct

$191 NZD per night

Guest favourite

Condo in Gloucestershire

4.97 out of 5 average rating, 228 reviews

MontpellierCourtyard Apt,parking for 1 car.Sleeps4

1–8 Sep

$322 NZD per night

Guest favourite

Apartment in Cheltenham

4.98 out of 5 average rating, 126 reviews

Garden flat close to town centre and Montpellier

13–18 Jun

$226 NZD per night

Guest favourite

Condo in Gloucestershire

4.98 out of 5 average rating, 64 reviews

Entire flat town centre - quiet

25 Jun – 2 Jul

$188 NZD per night

Guest favourite

Guesthouse in Gloucestershire

5.0 out of 5 average rating, 13 reviews

Cheltenham Hideaway

26 Dec – 2 Jan

$183 NZD per night

Guest favourite

Condo in Cheltenham

4.99 out of 5 average rating, 76 reviews

Spacious Serviced Apartment in Cheltenham Centre

5–12 Aug

$195 NZD per night

Guest favourite

Apartment in Gloucestershire

5.0 out of 5 average rating, 33 reviews

Charming Apartment in the heart of Montpellier

8–15 Jun

$247 NZD per night

Guest favourite

Apartment in Gloucestershire

5.0 out of 5 average rating, 86 reviews

Rosebank - Stunning apartment in Montpellier.

17–24 Oct

$241 NZD per night

Show all

Quick stats about holiday rentals in Cheltenham

Total rentals	1.7K properties
Wi-Fi availability	1.7K properties include access to Wi-Fi
Rentals with dedicated workspaces	590 properties have a dedicated workspace
Pet-friendly rentals	310 properties allow pets
Family-friendly rentals	800 properties are a good fit for families
Total number of reviews	43K reviews

Holiday houses in Cheltenham

Top-rated holiday rentals in Cheltenham

Apartment in Gloucestershire

Apartment in Gloucestershire

Home in Gloucestershire

Apartment in Gloucestershire

Condo in Gloucestershire

Guesthouse in Cheltenham

Condo in Gloucestershire

Apartment in Cheltenham

Guesthouse in Cheltenham

Apartment in Gloucestershire

Apartment in Gloucestershire

Home in Leckhampton

Holiday rentals for every style

Apartments

Cottages

Houses

Popular amenities for Cheltenham holiday rentals

Stay near Cheltenham's top sights

Other great holiday rentals in Cheltenham

Condo in Cheltenham

Condo in Gloucestershire

Apartment in Cheltenham

Condo in Gloucestershire

Guesthouse in Gloucestershire

Condo in Cheltenham

Apartment in Gloucestershire

Apartment in Gloucestershire

Quick stats about holiday rentals in Cheltenham

Total rentals

Wi-Fi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Destinations to explore